N-(4-(benzo[d]thiazol-2-yl)phenyl)-2-(piperidin-1-yl)acetamide

ID: ALA4776276

PubChem CID: 72724604

Max Phase: Preclinical

Molecular Formula: C20H21N3OS

Molecular Weight: 351.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CN1CCCCC1)Nc1ccc(-c2nc3ccccc3s2)cc1

Standard InChI:  InChI=1S/C20H21N3OS/c24-19(14-23-12-4-1-5-13-23)21-16-10-8-15(9-11-16)20-22-17-6-2-3-7-18(17)25-20/h2-3,6-11H,1,4-5,12-14H2,(H,21,24)

Standard InChI Key:  NTUWSQNZDKFOMH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.7974  -14.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9779  -14.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5633  -15.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9712  -16.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7939  -16.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2007  -15.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7401  -15.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2632  -15.0151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2563  -16.3414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.4763  -16.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4846  -15.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7805  -14.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0675  -15.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0631  -16.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7679  -16.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0220  -15.6898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4362  -14.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2575  -14.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0249  -14.2703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6646  -15.6932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2546  -16.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4818  -15.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8890  -16.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6617  -17.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4789  -17.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8 11  1  0
 10  9  1  0
  9  7  1  0
  3  7  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  6 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 21 24  1  0
 23 25  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776276

   N-[4-(1,3-benzothiazol-2-yl)phenyl]-2-piperidin-1-ylacetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 351.48

Molecular Weight (Monoisotopic): 351.1405

AlogP: 4.39

#Rotatable Bonds: 4

Polar Surface Area: 45.23

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.08

CX Basic pKa: 7.21

CX LogP: 4.12

CX LogD: 3.90

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -2.39

References

1. Afzal O,Akhtar MS,Kumar S,Ali MR,Jaggi M,Bawa S.  (2016)  Hit to lead optimization of a series of N-[4-(1,3-benzothiazol-2-yl)phenyl]acetamides as monoacylglycerol lipase inhibitors with potential anticancer activity.,  121  [PMID:27267002] [10.1016/j.ejmech.2016.05.038]

2. Ammazzalorso A, Carradori S, Amoroso R, Fernández IF..  (2020)  2-substituted benzothiazoles as antiproliferative agents: Novel insights on structure-activity relationships.,  207  [PMID:32898763] [10.1016/j.ejmech.2020.112762]

Source

Source(1):

• Scientific Literature